Tobacco product

ABSTRACT

Addition of indanones and indenones to tobacco to enhance the flavor and/or aroma thereof.

' Schumacher et al. I

11'] 3,828,795 1451 Aug. 13, 1974 TOBACCO PRODUCT [75] Inventors: Joseph N. Schumacher; Charles R.

Green, both of Winston-Salem, NC.

[73] Assignee: R. J. Reynolds Tobacco Company,

Winston-Salem, N.C.

[22] Filed: June 21, 1973 [21] Appl. No.: 372,006

52 Us. c1. 131/17, 131/144 1 [51] Int. Cl A24b 15/02 [58] Field of Search 131/2, 15, 17, 140-144 [56] References Cited I UNITED STATES PATENTS 8/1967 Roberts l3l/l7 R 12/1970 Johnson 131/144 OTHER PUBLICATIONS Tobacco Flavoring for Smoking Products, publication of R. J. Reynolds Tobacco Co., by Leffingwell, Young and Bernasek, Winston-Salem, NC, 1972, Aug, 16, page 41 cited.

Primary Examiner-Melvin D. Rein Attorney, Agent, or FirmNeuman, Williams, Anderson & Olson [57] ABSTRACT Addition of indanones and indenones to tobacco to enhance the flavor and/or aroma thereof.

6 Claims, No Drawings t TOBACCO PRODUCT and processes for improving the flavor and/or aroma of tobacco and tobacco smoke.

It is well known in the tobacco art that the flavor and aroma of tobacco products and the smoke from the tobacco are very important considerations insofar as the ultimate consumer is concerned. Considerable efforts are exerted by the manufacturers of tobacco products to provide a product that will be acceptable to the consumer, particularly as regards flavor and aroma characteristics. It has been the common practice in the tobacco industry to prepare blends of domestic and oriental tobaccos in order to provide smoking tobacco which has a pleasing flavor and aroma before and during smoking. However, such a procedure is costly and may at times become prohibitive in the event that certain types of tobacco may be in short supply. Accordingly, it is a further object of this invention to provide a class of additive materials which when applied to the tobacco products improve and enhance the flavor and aroma of these products and the smoke emitted therefrom thereby increasing or enhancing the pleasure and other values that may be derived by the consumer from the use of these products.

A further object of this invention is the provision of processes for enhancing or otherwise improving the flavor, aroma and other qualities of certain domestic, oriental, reconstituted or synthetic tobaccos which may be deficient in said flavor or aroma or other qualities.

A still further object of this invention is the provision of smoking products, such as cigarettes, cigars or pipe tobacco, and a process for forming same whereby the flavor and aroma before and during smoking are improved or enhanced.

Further and additional objects will appear from the following description and the appended claims.

In accordance with this invention, the flavor and/or aroma of tobacco or tobacco products is improved by adding thereto a small amount of a compound having the following general formula:

where each of the R groups is hydrogen or alkyl of one to four carbon atoms and provided further that a double bond may be present between the C and C carbon atoms as indicated by the broken line.

Compounds of the above formula having a single bond between the C and C carbon atoms are indanones whereas compounds having a double bond at that location are indenones or indones,-this latter terminology being employed herein.

Representative of the tobacco additives of this invention are: l-indanone, 2-methyl-l-indanone, 3-methyll-indanone, S-methyll -indanone, 7-methyll indanone, 4,7-dimethyll -indanone, 3,4,7-trimethyll indanone, 4,7-diethyl-l-indanone, 2.3-diethyl-5-methyll -indanone, 2,3-diethyl-7-methyll -indanone,

2 4,6-dimethyll -indanone, 5 ,7-dimethyll -indanone, 2- ethyl 1 -indanone, 5-ethyll -indanone, 3-ethyl-2-methyll-indanone, 4-isopropyl-2,7-dimethyll -indanone,

-5-isopropyl-4,7-dimethyll -indanone, 6-isopropyl-4- methyl-l-indanone, 7-isopropyl-6-methyl-l-indanone, 4,5 ,6,7-tetramethyll -indanone, 4,5 ,7-trimethyll indanone, 2-butylindone, Z-ethylindone, 3- ethylindone, 2-ethyl-6-isopropylindone, 2- methylindone, 2-isopropylindone and 2,3 dimethylindone.

lndanones and idones which are employed in accordance with this invention are known compounds which have been reported in the literature and a few of such compounds have been isolated from tobacco smoke.

In practice of this invention a compound of the class described or mixtures thereof is added to tobacco or applied to a tobacco product or its component parts in amounts of from about 0.00001 to about 0.1 percent by weight of the tobacco or tobacco product. Preferably, the amount of additive is between about 0.0005 and 0.005 percent by weight. However, the amount used will depend upon the amount of flavor and/or aroma desired and the particular compound or mixtures thereof that is used. The additives can be incorporated at any step in treatment of the tobacco but are preferably added after aging, curing and shredding and before the tobacco is formed into cigarettes or other products. Likewise, it will be apparent that only a portion of the tobacco need be treated and the thus treated tobacco can be blended with other tobaccos before the cigarettes or other tobacco products are formed. ln such case the treated tobacco may have the additive in excess of the amounts above indicated so that when blended with other tobaccos the final product will contain a percentage of additive within the indicated range.

The tobacco additives of the invention, when incorporated into tobacco products, improve the flavor and- /or aroma of the product. However, it is to be appreciated that definition or characterization of flavor or aroma in the tobacco art is almost purely subjective and different smokers may define the same flavor or effect quite differently. With this in mind, characterization of the effect of representative tobacco additives of this invention in cigarettes has been made as follows:

Additive Flavor Evaluation l-indanone Sweet, green, chemical Z-methyll -indanone Musty weak nutty, roasted note S-methyl-l-indanone Rich flue-cured sweetness, n ty 4,7-dimethyl-l-indanone Musty 3,4.7-trimethyll -indanone Musty. flue-cured note, weakly sweet The additives falling within the scope of this invention may be applied to the tobacco by spraying, dipping or otherwise, utilizing suitable suspensions or solutions of the additives. Thus, water or volatile organic solvents, such as alcohol, ether, acetone, volatile hydrocarbons and the like, may be used as the carrying medium for the additives while being applied to the tobacco. Also, other flavorand aroma-producing additives, such as those disclosed in US. Pat. Nos. 2,766,145, 2,905,575, 2,905,576, 2,978,365 and 3,041,211 may be incorporated into the tobacco with theadditives of this invention.

While this invention is principally useful in the manufacture of. cigarette tobacco, it is also suitable for use in connection with the manufacture of pipe tobacco, cigars or other tobacco products. Furthermore, the additives, can be added to certain tobacco substitutes of natural or synthetic origin and by the term tobacco as used throughout this specification is meant any composition intended for use by smoking or otherwise,

whether composed of tobacco plant parts or substitute materials or both.

Also, the invention has been particularly describedv with reference to the addition of the additives directly to tobacco. However, it will be apparent that the additives can be applied to the paper of the cigarette or to the wrapper of a cigar. Also, they can be incorporated into the filter tip, the packaging material or the seam paste employed for gluing the cigarette paper. Thus, a tobacco product is provided which includes the specified additives and tobacco although in every instance the compound need not be admixed with the tobacco as above specifically described.

Those modifications and equivalents which fall within the spirit of the invention are to be considered a part thereof.

What is claimed is:

l. A tobacco product having added thereto a small amount sufficient to alter the flavor or aroma of the tobacco product of a compound having the following formula:

ble bond may be present between the C and C carbon atoms as indicated by the broken line.

2. The product recited in claim 1 wherein the amount of said compound added to the product is between about 0.00001 and about 0.1 percent by weight of the product.

3. A process for improving the flavor of tobacco which comprises adding thereto a small amount sufficient to alter the flavor or aroma of the tobacco of a compound having the formula:

where each of the R groups is hydrogen or alkyl of one to four carbon atoms and provided further that a double bond may be present between the C and C carbon atoms as indicated by the broken line.

4. The process of claim 3 wherein the compound of the said formula is added to the tobacco in an amount between about 0.00001 and about 0.1 percent by weight.

5. A process for improving the flavor of a tobacco product which comprises adding thereto a small amount sufficient to alter the flavor or aroma of the tobacco product of a compound having the following formula:

where each of the R groups is hydrogen or alkyl of one to four carbon atoms and provided further that a double bond may be present between the C and C carbon atoms as indicated by the broken line.

6. The process of claim 5 wherein the compound of the said formula is added to the tobacco in an amount between about 0.00001 and about 0.1 percent by weight.

'UNITED STATES PATENT OFFICE CERTIFICATE OF CORRECTION Patent No. 2 Dated Aggust 13,- 1974 Inventor(s) It is certified that error appears in the above-identified patent and that said Letters Patent are hereby corrected as shown below:

Column 2, line 11, "idones" should be indones line 53, in the comm headed "Additive" delete "nutty" line 53, in the column headed "Flavor Evaluation",

after "Rich flue-cured sweetness," insert nutty line 64, "dray" should be dry Column 3, line 17, delete the comma after "ditives" Signed and sealed this 12th day of November 1974.

(SEAL) Attest:

Me'COY M. GIBSON JR. C. MARSHALL DANN Attesti'ng Officer Commissioner of Patents F ORM PO-1050 (10-69) 

2. The product recited in claim 1 wherein the amount of said compound added to the product is between about 0.00001 and about 0.1 percent by weight of the product.
 3. A process for improving the flavor of tobacco which comprises adding thereto a small amount sufficient to alter the flavor or aroma of the tobacco of a compound having the formula:
 4. The process of claim 3 wherein the compound of the said formula is added to the tobacco in an amount between about 0.00001 and about 0.1 percent by weight.
 5. A process for improving the flavor of a tobacco product which comprises adding thereto a small amount sufficient to alter the flavor or aroma of the tobacco product of a compound having the following formula:
 6. The process of claim 5 wherein the compound of the said formula is added to the tobacco in an amount between about 0.00001 and about 0.1 percent by weight. 